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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1746704Generated: October 26, 2026

N-Methylcyclohexylamine → 6-(cyclohexyl(methyl)amino)-N-(4-hydroxyphenyl)pyrimidine-4-carboxamide

https://huagongshe.com/reaction/1746704

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-MethylcyclohexylamineHCID 7514—
ReactantTriethylamineHCID 8471—
Reactant6-chloro-N-(4-hydroxy-2-methylphenyl)pyrimidine-4-carboxamideHCID 59447105—
SolventTetrahydrofuranHCID 8028—
Product6-(cyclohexyl(methyl)amino)-N-(4-hydroxyphenyl)pyrimidine-4-carboxamideHCID 25182758—

Reaction Steps

A solution of 6-chloro-N-(4-hydroxy-2-methylphenyl)pyrimidine-4-carboxamide, Intermediate 7 (75.0 mg; 0.30 mmol) in THF (4 mL) was treated with triethylamine (42 μl; 0.30 mmol) and N-methylcyclohexylamine (Aldrich, 43 μl; 0.33 mmol). The reaction mixture was stirred for 24 h. The solvents were removed in vacuo, then the crude product was purified by column chromatography (silica), eluting with cyclohexane containing an increasing amount of EtOAc. The title compound was obtained as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150519B2
Source datasetuspto-grants-2015_10
ORD IDord-5cbaae8696f74418969f2a1775b820da
Source noteuspto-grants-2015_10